3,5-Dinitrobenzoyl chloride

HCID 7432CAS 99-33-2

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(Cl)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1
InChIKey: NNOHXABAQAGKRZ-UHFFFAOYSA-N
Molecular formula: C7H3ClN2O5
Average molar mass: 230.56 g/mol
Monoisotopic mass: 229.97304888

Names & identifiers

Preferred name: 3,5-Dinitrobenzoyl chloride
IUPAC: 3,5-dinitrobenzoyl chloride
English name: 3,5-Dinitrobenzoyl chloride
Molecular formula: C7H3ClN2O5
Molecular weight: 230.56

Names & synonyms

3,5-Dinitrobenzoyl chloride99-33-2BENZOYL CHLORIDE, 3,5-DINITRO-3,5-Dinitrobenzoic acid chloride5JFA2DVM4DNSC-2697DTXSID2059194RefChem:487071DTXCID0049103202-750-6MFCD000072483,5-Dinitrobenzoylchloride

Show more names

DNBC3,5-dinitrobenzoylDinitrobenzoyl chlorid5-Dinitrobenzoyl chloride3,5-dinitrobenoyl chloride3,5-dinitro-benzoylchlorid3,5-Dinitrobenzoicchloride3,4-DINITROBENZOYL CHLORIDE

CCRIS 3137NSC 2697EINECS 202-750-6UNII-5JFA2DVM4DBRN 0990249AI3-088953,5-dinitrobenzoic chlorideBenzoyl chloride,5-dinitro-

Database identifiers

CAS: 99-33-2
PubChem CID: 7432
DTXSID: DTXSID2059194
ChEMBL: CHEMBL2005426
UNII: 5JFA2DVM4D
EC Number: 202-750-6
Nikkaji: J3.992F

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 109 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 1
Heavy atoms: 15
Formal charge: 0
Complexity: 275

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

SpringerMaterials PropertiesDensity

Physical DescriptionSolid; [Merck Index] Light yellow crystals; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 68 · 68-69 °C(lit.)
Boiling point: 196 °C11 · 196 °C11 mm Hg(lit.)
Density: 1.8836 · 1.8836 (rough estimate)
vapor density: 7.6 · 7.6 (vs air)
refractive index: 1.629 · 1.6290 (estimate)
Flash point: 196 °C/12mm · 196°C/12mm
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Crystals or Crystalline Needles
color: Yellow to beige
Water Solubility: Slightly soluble in water.
Sensitive: Moisture Sensitive
Merck: 14 · 14,3277
BRN: 990249 · 990249
Stability: Stable. Incompatible with strong oxidizing agents, water, moisture, nitrates, combustible material. Refrigerate.
InChI: 1S/C7H3ClN2O5/c8-7(11)4-1-5(9(12)13)3-6(2-4)10(14)15/h1-3H
InChIKey: NNOHXABAQAGKRZ-UHFFFAOYSA-N
SMILES: [O-][N+](=O)c1cc(cc(c1)[N+]([O-])=O)C(Cl)=O
CAS DataBase Reference: 99 · 99-33-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 5 JFA2DVM4D · 5JFA2DVM4D
NIST Chemistry Reference: 3 · Benzoyl chloride, 3,5-dinitro-(99-33-2)
EPA Substance Registry System: 3 · Benzoyl chloride, 3,5-dinitro- (99-33-2)
UNSPSC Code: 12352200 · 12352200
NACRES: 25 · NA.25
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45-25
RIDADR: 3261 · UN 3261 8/PG 2
WGK Germany: 3 · 3
RTECS: 6637000 · DM6637000
F: 21 · 21
Hazard Note: Corrosive
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: II
HS Code: 29163900 · 29163900
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B
REACH Registrations: Active
Limited Quantities: 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 7 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Benzoyl chloride, 3,5-dinitro-

Status: Active Update: 04-10-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20684

3,5-Dinitrobenzoyl chloride: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Highly irritating; [Merck Index] Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Targets the liver and kidney; [Sigma-Aldrich MSDS] Reacts violently with water; May explode on heating; [Alfa Aesar MSDS] See Benzoyl chloride and m-Dinitrobenzene.

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F: 21
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
rtecs: DM6637000
ridadr: UN 3261 8/PG 2
hs_code: 29400090
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
hazard_note: Corrosive
safety_code: 26-36/37/39-45-25
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: II
Hazard statements: H314
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363

Chemistry & industry

Uses & manufacturing

UsesUsed as a reagent to identify amino acids, acetals, and ketals; [Merck Index]

General Manufacturing InformationBenzoyl chloride, 3,5-dinitro-: ACTIVE

Applications

Uses3,5-dinitrobenzoyl chloride is an important intermediate for organic synthesis.

UsesUsed in photography. This aromatic compound is used by chemists to identify alcohol components in esters and in the fluorometric analysis of creatinine.